Michael Addition of N-Heteroaromatics to Vinylphosphonates and Synthesis of Phosphoryl Pyrrolizones by Cyclization of Michael Adducts

Abstract Novel phosphonate compounds were synthesized via Michael addition of N-heteroaromatic compounds to aryl- and alkyl­-substituted vinylphosphonates using scandium triflate as the catalyst. Intramolecular cyclization reaction of the Michael adducts obtained gives novel (dimethoxyphosphoryl)pyr...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2012-12, Vol.45 (2), p.193-198
Main Authors: Tasgin, Dilek Isik, Unaleroglu, Canan
Format: Article
Language:English
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Summary:Abstract Novel phosphonate compounds were synthesized via Michael addition of N-heteroaromatic compounds to aryl- and alkyl­-substituted vinylphosphonates using scandium triflate as the catalyst. Intramolecular cyclization reaction of the Michael adducts obtained gives novel (dimethoxyphosphoryl)pyrrolizin-3-ones in high yields as a single diastereomer.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0032-1317894